It’s officially May, bringing with it the anticipation of sunny skies and exciting events and activities in Toronto. The city never disappoints when it comes to providing entertainment, you just have to know where to look! We’ve rounded up some of the best things to do in Toronto this May, from special events to just general fun activities to get you out and about. 

Here are some things you can do in Toronto this May!

Star Wars Day

When: May 4, 2023
Where: The Rec Room (Roundhouse Park, Toronto), 255 Bremner Blvd.

“May the fourth be with you”. The first May 4th Star Wars Day event is back for the first time since 2019! Hosted by The Rec Room Toronto, there will be photos with the 501st Canadian Garrison, a costume contest, trivia, dancing and more at this Star Wars Day event.

Cinco De Mayo Boat Party

When: May 5, 2023
Where: Pioneer Cruises, 333 Lake Shore Boulevard East Toronto.

Celebrate Cinco De Mayo with a party on the water! Where you can enjoy the view while dancing to your favourite Latin hits on the dance floor of a 2-floor boat!

Blue Jays Game

When: Various dates
Where: Rogers Centre, Toronto.

This May hit up a Blue Jays game or two at the Rogers Centre! There are tons of baseball games this month, and it’s always a great time.

Mother’s Day Paint & Sip Night

When: May 14, 2023
Where: Bampot House 201 Harbord Street Toronto.

Looking for something fun to do with your mom this Mother’s Day? Look no further! Take her to this Mother’s Day Paint & Sip night where you can enjoy a glass of sangria or a cup of tea while you paint. It’ll be a Mother’s Day she’ll cherish looking back at!

Canada’s Wonderland

When: May 5 and beyond
Where: 1 Canada’s Wonderland Drive, Vaughan.

Canada’s Wonderland officially opens back up starting May 5th! You can enjoy all your favourite rollercoasters and rides, and experience the brand-new, Tundra Twister, for the first time!

Gluten Free Garage

When: May 28, 2023
Where: Artscape Wychwood Barns.

Gluten Free Garage is the go-to festival for anyone who lives a gluten-free lifestyle or simply just loves a gluten-free treat. It’s celebrating 10 years on Sunday May 28, 2023 and tickets are on sale now!

Toronto Flower Market

When: May 13+, 2023
Where: 1001 Queen Street West, Toronto.

Founded in May 2013, Toronto Flower Market is the city’s first outdoor flower market and it’s back on May 13th for the season! They support Ontario-grown flowers & plants, connecting growers and florists directly with the city. The market season runs monthly from May through October. If you love flowers (and who doesn’t?), you’re sure to love this market.

Hot Docs Festival

When: April 27 – May 7, 2023
Where: 506 Bloor Street West, Toronto.

Every year, Hot Docs Canadian International Documentary Festival presents over 200 cutting-edge films from around the world. This year is its 30th anniversary! The festival has already begun and runs until May 7. It will include in-cinema screenings, a curated selection of online offerings, and five Hot Docs Podcast Festival Showcase events.

Nostalgic Market

When: May 13 & 14, 2023
Where: 1153 Queen Street West, Toronto.

As implied in the name, Nostalgic Market is an event to honour all things nostalgic. On May 13-14, enjoy good music, vintage, video games, food, and more with over 25 vendors serving you up all the nostalgia. Did we mention entry is free?

Anime North

When: May 26 – 28, 2023
Where: Toronto Congress Centre, Delta Hotel Airport, Sheraton Toronto Airport Hotel, Toronto.

Anime North is an anime convention that celebrates anime, manga, music, games, and all other forms of Japanese Culture! It will be held the weekend of May 26 – 28, 2023 at the Toronto Congress Centre, Delta Hotel Airport, and Sheraton Toronto Airport Hotel.

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